Author: tianli

Reference of 124-68-5 ,Some common heterocyclic compound, 124-68-5, molecular formula is C4H11NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

STR93 a) Synthesis of N-(tert-butoxycarbonyl)-2-amino-2-methyl-1-propanol To solution of 2-amino-2-methyl-1-propanol (87 mmol, 8.3 ml) in 200 ml of CH2 Cl2 is added di-tert-butyl dicarbonate (96 mmol, 21.52 g) in 50 ml of CH2 Cl2. After 14 hours under argon, the solvent is evaporated under vacuum and 16.08 g (98% yield of pure compound is obtained. 1 H NMR (200 MHz, CDCl3): delta 4.70 (1 H, bs), 4.09 (1 H, bs), 3.57 (1H, d, J=6.0), 1.42 (9 H, s), 1.24 (6 H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,124-68-5, its application will become more common.

Reference:
Patent; Ciba Specialty Chemicals Corporation; US6140326; (2000); A;,
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Synthetic Route of 6149-41-3, Adding some certain compound to certain chemical reactions, such as: 6149-41-3, name is Methyl 3-hydroxypropanoate,molecular formula is C4H8O3, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 6149-41-3.

EXAMPLE 18 20 grams of Cu(NO3)2.3H2O was dissolved in 40 ml of distilled water, and precipitated at PH=8 with 10% by weight of sodium hydroxide to obtain liquid A. 26.0 grams of Na2SiO3.9H2O and 2.3 ml of ethanol solution containing 30% of TiCl4 were dissolved in 60 ml of distilled water, and then precipitated at PH=8 with 10% by weight of sodium hydroxide to obtain liquid B. The liquid A and liquid B were mixed, aged at 80 C. for 4 hours, filtrated, and washed until the filtrate became neutral, dried at 120 C. for 16 hours, baked at 600 C. for 4 hours, and crushed into fine particles, and screened. The particles with a particle size of 20-40 mesh were selected for future use. 1.0 gram of CuCl was prepared into 20 ml of solution, and the above catalyst particles were immersed into the solution for 8 hours, and baked at 350 C. for 4 hours. The catalysts prepared by the above three methods were charged into fixed reactors each having an inner diameter of 15 mm and a length of 250 mm, respectively. The charging amount of the catalyst was 4 grams. H2 was firstly introduced into the reactor, and then the temperature was increased to 300 C. with a increasing speed of 0.5 C./min. The resultant was reduced in situ for 4 hours, followed by decreasing the temperature to 140 C. A methanol solution containing methyl 3-hydroxyl-propionate was introduced into the reactor to carry out a hydrogenation reaction and the results are shown in table 1. TABLE 1 The selectivity of methyl The selectivity of Catalyst 3-hydroxyl-propionate % 1,3-propylene glycol % Method 1 80.3 79.6 Method 2 90.9 87.1 Method 3 93.9 88.2

According to the analysis of related databases, 6149-41-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chen, Jing; Cui, Fang; Liu, Jianhua; Xia, Chungu; Tong, Jin; US2007/191629; (2007); A1;,
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Related Products of 59365-66-1 , The common heterocyclic compound, 59365-66-1, name is 3-(3,5-Dimethylphenoxy)propane-1,2-diol, molecular formula is C11H16O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A mixture of 3-(3,5-dimethylphenoxy)propane-1,2-diol (1.00 g, 5.10 mmol) and urea (0.618 g, 10.29 mmol) was heated at 185-195 C. for about 6 hours. The resulting brown viscous material was cooled to ambient temperature and partitioned between water and chloroform. The organic layer was concentrated in vacuo to provide a crude residue that was purified by Preparative HPLC on a Zodiacsil C18 (250*33 mm, 10mu) column (eluding with acetonitrile/0.1% formic acid (55:45) at a flow rate of 48 mL/min). The title compound eluted at 5.74 min. Following standard extractive workup with ethyl acetate, the solvent was removed in vacuo to yield the title compound as a white solid (0.180 g, 16%). m.p. 121-124 C.; 1H NMR (400 MHz, CDCl3) delta 2.29 (s, 6H), 3.57-3.63 (m, 1H), 3.72-3.79 (m, 1H), 4.07-4.16 (m, 2H), 4.90-4.98 (m, 1H), 5.02 (br, exchangeable with D2O, 1H), 6.54 (s, 2H), 6.64 (s, 1H); IR (KBr) upsilon 3283, 1734, 1600, 1321, 1236 cm-1; MS 222 (M+1).

The synthetic route of 59365-66-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2009/270469; (2009); A1;,
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Application of 35364-79-5, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.35364-79-5, name is 2-(3,4-Dichlorophenyl)ethanol, molecular formula is C8H8Cl2O, molecular weight is 191.06, as common compound, the synthetic route is as follows.

General procedure: General procedure: NaBH4 (15 mmol, 3 equiv) was added in portion to a solution of Intermediate 3 (5 mmol) in methanol (200 mL) in an ice bath. The resulting mixture was then warmed to room temperature and stirred for 1 hour. Most of the solvent was evaporated under reduced pressure. Saturated aqueous Na2CCb (50 mL) was added and then the mixture was extracted with EtOAc (3 x 50 mL). Purified from chromatographic column to give alcohol 6 (Scheme 4). The alcohol 6 (0.5 mmol) in DCM (10 mol) was put in ice bath. TEA (0.55 mmol, 1.1 equiv) was added, then methanesulfonyl chloride (0.55 mmol, 1.1 equiv) was added again. The mixture was stirred at 0 C for 2 hours. Removed the DCM and provided crude compound 7 without purification. To a solution of alcohol 4′ (0.5 mmol) and K2CO3 (1 mmol, 2 equiv) in DMF was added mesylate 7 (0.5 mmol). The mixture was stirred overnight at 60 C. Cooled to room temperature and added 50 mL of water. Extracted with EtOAc (2 x 50 mL), Combined the EtOAc layers and washed with brine. Dried (Na2S04), filtered, and concentrated in vacuo. Purified by silica gel chromatography and got the final product II.

Statistics shows that 35364-79-5 is playing an increasingly important role. we look forward to future research findings about 2-(3,4-Dichlorophenyl)ethanol.

Reference:
Patent; UNIVERSITY OF MARYLAND, BALTIMORE; WANG, Hongbing; XUE, Fengtian; LIANG, Dongdong; (178 pag.)WO2018/236856; (2018); A1;,
Alcohol – Wikipedia,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 13726-17-5, name is (4-Chloro-3-methoxyphenyl)methanol, the common compound, a new synthetic route is introduced below. HPLC of Formula: C8H9ClO2

D. Synthesis of 4-chloro-3-methoxybenzaldehyde To a solution of (4-chloro-3-methoxyphenyl)methan-1-ol (5.08 g, 29.4 mmol) in benzene (120 mL) was added MnO2 (5.65 g, 65 mmol). The reaction mixture was refluxed for 17 hr, chilled, and filtered through Celite, washing the cake with CH2Cl2 (300 mL). The filtrate was concentrated in vacuo to give 4-chloro-3-methoxybenzaldehyde (4.5 g, 89%).

The synthetic route of 13726-17-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Portola Pharmaceuticals, Inc.; US6906063; (2005); B2;,
Alcohol – Wikipedia,
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Synthetic Route of 2807-30-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 2807-30-9, name is 2-Propoxyethanol. A new synthetic method of this compound is introduced below.

A 500 ml, round-bottom flask equipped with a 10-tray Oldershaw column and decanting head, thermometer, and a connecting tube with stopcock was charged with 126 grams (1.0 mole) of 3-cyclohexene-1-carboxylic acid, 99 grams (0.95 mole) of 2-propoxyethanol, and 100 ml of toluene. The reaction mass was stirred and brought to reflux. Then 1.1 grams of titanium tetrabutoxide was added via the connecting tube. The temperature of the reaction mass was slowly increased to 200 C. and held at this temperature while removing water and solvent overhead. After a reaction time of 8 hours, the product was cooled and washed with 50 ml of dilute phosphoric acid (10 weight percent in water) and filtered to remove the titanium salts. The organic layer was separated from the water layer, and the organic layer was successively washed with 50 ml portions of a saturated sodium bicarbonate solution and with water. Distillation of the crude product under vacuum through a 12-cm Vigreux column gave 152 grams (75% yield) of 2-propoxyethyl 3-cyclohexenecarboxylate (b.p. 88-90 C. at 2.0 mm Hg) with a chromatographically analyzed purity exceeding 98%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2807-30-9, 2-Propoxyethanol, and friends who are interested can also refer to it.

Reference:
Patent; Union Carbide Chemicals & Plastics Technology Corporation; US5268489; (1993); A;,
Alcohol – Wikipedia,
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Electric Literature of 575-03-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The appropriate bromoketone (6a-o) (1.7 mmol) and triethylamine (1.6 mmol) were added to as olution of either7-hydroxy-4-methyl-2H-chromen-2-one 4 (1.4 mmol)or 7-hydroxy-4-(trifluoromethyl)-2H-chromen-2-one 5 (1.4 mmol) in THF (20 mL). The mixture was stirred at room temperature for 24h, filtered and the solvent was evaporated under reduced pressure.The solid residue was purified by column chromatography eluting with DCM/MeOH 9:1 to afford (7a-n) and (8a-o).

According to the analysis of related databases, 575-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kandil, Sahar; Westwell, Andrew D.; Mcguigan, Christopher; Bioorganic and Medicinal Chemistry Letters; vol. 26; 8; (2016); p. 2000 – 2004;,
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As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 627-30-5, name is 3-Chloropropan-1-ol, molecular formula is C3H7ClO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Recommanded Product: 627-30-5

Example 1 Preparation of 5-methyl-5-(3-chloropropyl)oxycarboxyl-1,3-dioxan-2-one, (MTCOPrCl), molecular weight 236.65 A catalytic amount (3 drops) of DMF was added to a THF solution (200 mL) of MTCOH (11.1 g, 69 mmol), followed by a solution of oxalyl chloride (7.3 mL, 87 mmol) in THF (100 mL), gently added over 20 min under N2 atmosphere. The solution was stirred for 1 hour, bubbled with N2 flow to remove volatiles, and evaporated under vacuum to give the intermediate MTCCl. A mixture of 3-chloro-1-propanol (5.4 mL, 76 mmol) and pyridine (6.2 mL, 65 mmol) in dry THF (50 mL) was added dropwise to a dry THF solution (100 mL) of the intermediate MTCCl over 30 min, while maintaining a solution temperature below 0 C. with an ice/salt bath. The reaction mixture was kept stirring for another 3 hours at room temperature before it was filtered and the filtrate evaporated. The residue was dissolved in methylene chloride and washed with 1N HCl aqueous solution, saturated NaHCO3 aqueous solution, brine and water, stirred with MgSO4 overnight, and the solvent evaporated. The crude product was passed through a silica gel column by gradient eluting of ethyl acetate and hexane (50/50 to 80/20) to provide the product as a colorless oil that slowly solidified to a white solid (9.8 g, 60%).

With the rapid development of chemical substances, we look forward to future research findings about 627-30-5.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; INTERNATIONAL BUSINESS MACHINES CORPORATION; US2012/231060; (2012); A1;,
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Reference of 1211539-82-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1211539-82-0, name is 2,2-Difluorobenzo[d][1,3]dioxol-5-ol, molecular formula is C7H4F2O3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of Example 29A (3.0 g, 17.23 mmol) in N,N-dimethylformamide (30 mL) at ambient temperature was added potassium carbonate (4.76 g, 34.5 mmol) and teri-butyl bromoacetate (2.91 mL, 19.82 mmol). This mixture was warmed to 65 C and was allowed to stir for 1.5 hours. The mixture was allowed to cool to ambient temperature and was then partitioned between ethyl acetate (50 mL) and 0 (50 mL). The layers were separated, and the aqueous layer was extracted with ethyl acetate (3 x 15 mL). The combined organic fractions were dried over anhydrous Na2SO/t, filtered, and concentrated under reduced pressure to give 5.5 g of teri-butyl 2-((2,2-difluorobenzo[(f][l,3]dioxol-5-yl)oxy)acetate, which was used without further purification. To a mixture of teri-butyl 2-((2,2-difluorobenzo[i ] [l,3]dioxol-5- yl)oxy)acetate (5.0 g, 17.35 mmol) in methanol (60 mL) and water (20.00 mL) was added NaOH (17.35 mL, 87 mmol, 5 M aqueous solution). This mixture was allowed to stir at ambient temperature for 2 hours, and then it was concentrated under reduced pressure. The residue was dissolved in water, and the pH was adjusted to ~1 with 1 N HC1. The resulting solid was collected by filtration to give the title compound (3.28 g, 14.13 mmol, 81% yield) as a white solid. JH NMR (400 MHz, DMSO-<) delta ppm 13.10 (s, 1H), 7.30 (d, / = 8.9 Hz, 1H), 7.13 (d, / = 2.6 Hz, 1H), 6.73 (dd, / = 8.9, 2.6 Hz, 1H), 4.69 (s, 2H). While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1211539-82-0, 2,2-Difluorobenzo[d][1,3]dioxol-5-ol. Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; PLIUSHCHEV, Marina, A.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; SWEIS, Ramzi, Farah; DART, Michael, J.; RANDOLPH, John, T.; MURAUSKI, Kathleen; (674 pag.)WO2019/90076; (2019); A1;,
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Reference of 14426-21-2 ,Some common heterocyclic compound, 14426-21-2, molecular formula is C4H12ClNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Into a reaction flask equipped with a stirrer, a condenser and a thermometer, 4.84 g (0.01 mol) of intermediate III-2 was added, 30mL dichloromethane to dissolve, add DCC 4. lg, stirring for some time after adding DMAP. After stirring for a period of time, bis (2-hydroxyethyl) amine hydrochloride l.lg (O.Olmol) was added to the reaction system in batches, and the reaction was continued for 2 hours. The filtrate was washed with 3 X 40 mL of water, the dichloromethane layer was separated, dried over anhydrous sodium sulfate, filtered, and evaporated to dryness under reduced pressure. Column chromatography [eluent: nu (petroleum ether) Nu (ethyl acetate) = 90: 10] to give a white solid product of 3.818 (yield 99.8%), yield 66.8%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14426-21-2, its application will become more common.

Reference:
Patent; Tianjin Pharmaceuticals Research Institute Co., Ltd.; Liu, Ying; Liu, DengKe; Jie, xiaoshuai; Qi, haofei; Wang, jingyang; (13 pag.)CN102838652; (2016); B;,
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